Darby Dempsey Turns Heads with Striking Dad-Like Looks
An innocent Instagram post sparked a social media frenzy, all thanks to the stunning genes of “Grey’s Anatomy” star Patrick Dempsey.
On November 26, 2025, Jillian Dempsey, celebrity makeup artist and Patrick’s wife, shared a series of photos featuring their 18-year-old son, Darby. The serene outdoor setting couldn’t stop fans from noticing something extraordinary: Darby’s uncanny resemblance to his famous father.
The Photoshoot in the Woods
The shoot took place near a lake surrounded by vibrant autumn colors. Darby, with his chiseled jaw, tousled hair, and piercing blue eyes, effortlessly stole the spotlight.
He wore a simple flannel shirt over a white tee, blue jeans, and short black boots, looking casually cool. Yet it was his quiet intensity—reminiscent of his dad’s signature smolder—that drew attention.
In one image, Darby rested his chin on his hand while seated on a wooden bench next to a canoe. Another captured him staring into the camera with calm confidence, his slightly messy hair styled to perfection.

Darby Dempsey sitting on a bench with a canoe nearby, from a post dated November 26, 2025 | Source: Instagram/jilliandempsey
Echoes of Derek Shepherd
A striking black-and-white portrait showed Darby perched on a motorcycle, evoking the vibe of Patrick Dempsey’s early “Grey’s Anatomy” days as Dr. Derek Shepherd. Jillian credited her styling tools, writing in the caption about her hair pomade and styling tips, highlighting the professional touch behind the shoot.
More ‘Mini-Me’ Moments from the Cast
Patrick isn’t the only “Grey’s Anatomy” star whose children mirror their parents’ looks. Ellen Pompeo and Chris Ivery’s kids have also caught public attention. Fans frequently note how much Sienna May Pompeo Ivery resembles her father, while others highlight resemblances to her mother.
The trend continues to fascinate fans, proving that genetics and charm can turn even a simple family photo into a viral sensation.
Darby Dempsey’s Instagram debut proves one thing: with a little charm, good genes, and the perfect backdrop, some kids really do inherit more than just their parents’ looks—they inherit the spotlight.